Ethyl 1-(aminomethyl)-6,8-dimethoxyisoquinoline-4-carboxylate

Base Information

• Chemical Name: Ethyl 1-(aminomethyl)-6,8-dimethoxyisoquinoline-4-carboxylate
• CAS No.: 784127-15-7
• Molecular Formula: C₁₅H₁₈N₂O₄
• Molecular Weight: 290.319
• ChEMBL ID: CHEMBL186406
• DSSTox Substance ID: DTXSID90472439
• Nikkaji Number: J1.357.003E
• Pharos Ligand ID: 8UQVP3ZTPMMC
• Wikidata: Q82301385
• Mol file: 784127-15-7.mol

Synonyms:784127-15-7;ETHYL 1-(AMINOMETHYL)-6,8-DIMETHOXYISOQUINOLINE-4-CARBOXYLATE;CHEMBL186406;CHEMBL555560;SCHEMBL3360815;DTXSID90472439;YWERKLDMXHCBDE-UHFFFAOYSA-N;BDBM50090198;AB44614;FT-0644877;A839413;1-Aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid ethyl ester;hydrochloride

Chemical Property of Ethyl 1-(aminomethyl)-6,8-dimethoxyisoquinoline-4-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 465.847°C at 760 mmHg
• Flash Point: 235.536°C
• PSA: 83.67000
• Density: 1.214g/cm³
• LogP: 2.58770
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 290.12665706
• Heavy Atom Count: 21
• Complexity: 353

Purity/Quality:

97% ^*data from raw suppliers

ETHYL-1-(AMINOMETHYL)-6,8-DIMETHOXYISOQUINOLINE-4-CARBOXYLATE 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=C(C2=C1C=C(C=C2OC)OC)CN

Technology Process of Ethyl 1-(aminomethyl)-6,8-dimethoxyisoquinoline-4-carboxylate

There total 4 articles about Ethyl 1-(aminomethyl)-6,8-dimethoxyisoquinoline-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-6,8-dimethoxy-isoquinoline-4-carboxylic acid ethyl ester (264188-73-0) → 1-aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid ethyl ester (784127-15-7)

Guidance literature:

With hydrazine; In ethanol; dichloromethane;

DOI:10.1016/S0960-894X(00)00286-9

Reference yield:

3-amino-2-(3,5-dimethoxy-phenyl)-propionic acid ethyl ester; hydrochloride → 1-aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid ethyl ester (784127-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N; EDC; HOAt / dimethylformamide

2: POCl₃ / dimethylformamide / 80 °C

3: MnO₂ / benzene / Heating

4: N₂H₄ / ethanol; CH₂Cl₂

With manganese(IV) oxide; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; hydrazine; trichlorophosphate; In ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1: Acylation / 2: Bischler-Napieralski cyclization / 3: Aromatisation / 4: hydrazinolysis;

DOI:10.1016/S0960-894X(00)00286-9

Reference yield:

1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-6,8-dimethoxy-3,4-dihydro-isoquinoline-4-carboxylic acid ethyl ester → 1-aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid ethyl ester (784127-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: MnO₂ / benzene / Heating

2: N₂H₄ / ethanol; CH₂Cl₂

With manganese(IV) oxide; hydrazine; In ethanol; dichloromethane; benzene; 1: Aromatisation / 2: hydrazinolysis;

DOI:10.1016/S0960-894X(00)00286-9

upstream raw materials:

1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-6,8-dimethoxy-isoquinoline-4-carboxylic acid ethyl ester

2-(3,5-dimethoxy-phenyl)-3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetylamino]-propionic acid ethyl ester